40944-05-6Relevant academic research and scientific papers
A facile and efficient synthesis of β-amino alcohols using 2,2,2-trifluoroethanol as a metal-free and reusable medium
Khaksar, Samad,Heydari, Akbar,Tajbakhsh, Mahmood,Bijanzadeh, Hamid Reza
experimental part, p. 106 - 110 (2010/03/03)
Trifluoroethanol was used as a reusable catalyst and medium for the ring opening of epoxides using aliphatic and aromatic amines as nucleophile under mild conditions to give the corresponding β-amino alcohols in high yields and regioselectivity.
Opening of oxirane ring with N-nucleophiles under microwave irradiation
Gupta, Rajive,Paul, Satya,Gupta, Avinash K.,Kachroo, P. L.,Dandia, Anshu
, p. 281 - 283 (2007/10/03)
Opening of oxirane ring under microwave irradiation with various N-nucleophiles in neutral, basic and acidic media is reported. Remarkable rate enhancements and dramatic reductions of reaction times have been observed with better yields.
KINETICS OF THE REACTION OF PIPERAZINE WITH 1-R-2,3-EPOXYPROPANES
Mislyuk, O. A.,Shibaev, V. I.,V'yunov, K. A.
, p. 2247 - 2252 (2007/10/02)
The kinetics of the formation of N-alkyl- and N,N'-dialkylpiperazines from piperazine and 1-R-2,3-epoxypropanes were studied.The effect of substituents in the α-oxide on the rate constant for the formation of the N-alkylpiperazine is described by the Taft equation.An isokinetic relationship is fulfilled for the α-oxides with alkoxyl substituents.The features of the relationship are discussed on the basis of a reaction mechanism involving the formation of donor-acceptor complexes.
SYNTHESIS OF MONO- AND BIS(HYDROXYALKYL)PIPERAZINES.
Mislyuk,Shibaev,Davidenkov,V'yunov,Ginak
, p. 1982 - 1983 (2007/10/02)
The known methods for production of mono- and bis(hydroxyalkyl)piperazines are based on the reaction of ethylene oxide with unsubstituted piperazine, but the connection between alkylation of piperazine and the side reaction of oligomerization of alpha -oxides under the influence of catalytic amounts of piperazine has still not been clarified. The interaction of piperazine with substituted alpha -oxides has not been studied at all. We showed with reference to the reactions of piperazine with substituted alpha -oxides that opening of the oxirane ring proceeds exclusively with formation of mono- (I-IV) and N,N prime -bis(hydroxyalkyl)piperazines (V-VIII) in yields of 85-95% calculated on the alpha -oxide. The authors show that the two molecules of the asymmetric alpha -oxide add on exclusively at the nitrogen atoms of the heterocycle, and that oligomerization of the alpha -oxide and addition of its second molecule at the hydroxyl groups of mono(hydroxyalkyl)piperazines (I-IV) make no appreciable contribution. The presence of free hydroxyl groups in compounds (I-VIII) offers possibilities of chemical bonding in epoxy compositions.
